((S)-2-[3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl]pyrrolidine-1-carboximidamide)

ID: ALA3086782

Chembl Id: CHEMBL3086782

PubChem CID: 71661218

Max Phase: Preclinical

Molecular Formula: C21H31N5O

Molecular Weight: 369.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCc1ccc(-c2noc([C@@H]3CCCN3C(=N)N)n2)cc1

Standard InChI:  InChI=1S/C21H31N5O/c1-2-3-4-5-6-7-9-16-11-13-17(14-12-16)19-24-20(27-25-19)18-10-8-15-26(18)21(22)23/h11-14,18H,2-10,15H2,1H3,(H3,22,23)/t18-/m0/s1

Standard InChI Key:  JUZGDDYZTNXXNG-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA3086782

   (2S)-2-[3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl]pyrrolidine-1-carboximidamide

2. Alternative Forms:

   

   ALA3086782

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 369.51

Molecular Weight (Monoisotopic): 369.2529

AlogP: 4.67

#Rotatable Bonds: 9

Polar Surface Area: 92.03

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.32

CX LogP: 5.81

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.38

Np Likeness Score: -0.80

References

1. Baek DJ, MacRitchie N, Anthony NG, Mackay SP, Pyne S, Pyne NJ, Bittman R..  (2013)  Structure-activity relationships and molecular modeling of sphingosine kinase inhibitors.,  56  (22): [PMID:24164513] [10.1021/jm401399c]

2. Adams DR, Tawati S, Berretta G, Rivas PL, Baiget J, Jiang Z, Alsfouk A, Mackay SP, Pyne NJ, Pyne S..  (2019)  Topographical Mapping of Isoform-Selectivity Determinants for J-Channel-Binding Inhibitors of Sphingosine Kinases 1 and 2.,  62  (7): [PMID:30889352] [10.1021/acs.jmedchem.9b00162]

3. Ding T, Zhi Y, Xie W, Yao Q, Liu B..  (2021)  Rational design of SphK inhibitors using crystal structures aided by computer.,  213  [PMID:33454547] [10.1016/j.ejmech.2021.113164]

Source

Source(1):

• Scientific Literature